Pleiocarpamine (2) and macroline (3) react smoothly at room temperature in aqueous hydrochloric acid to give villalstonine (1); this reaction may closely parallel the biogenetic pathway to Alstonia bis-indole alkaloids.
D. E. Burke and P. W. le Quesne, J. Chem. Soc., Chem. Commun., 1972, 678 DOI: 10.1039/C39720000678
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